title: 2-Ferrocenyl-2-thiazoline as a building block of novel phosphine-free ligands.
abstract: New 1,2-disubstituted ferrocenes [5(b-j), in which R = -SMe, -SPh, -SiPr, -SiMe3, -SePh, -SnBu3, -B(OH)2, -Me, -I] with a thiazoline ring in the ferrocene backbone using as key intermediate a ferrocenyl Fischer carbene complex were synthesized. The capability of the 2-thiazoline moiety as an ortho-directed metalation group was demonstrated by subsequent quenching of lithium intermediate with several electrophiles, proving to be an excellent method for synthesizing bidentate ligands. The catalytic scope of the [N,S] ligand 5b as the corresponding palladium complex 5b-PdCl(2) in a microwave-promoted Heck reaction was also tested. Results obtained showed better catalytic activity of 5b-PdCl(2) compared to other catalytic systems based on a [N,S] ferrocenyl ligand.
authors.affiliation: Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán, C.P. 04360 México, D.F. México.
authors.forename: Ricardo
authors.initials: R
authors.lastname: Corona-Sánchez
authors.forename: Rubén A
authors.initials: RA
authors.lastname: Toscano
authors.forename: M Carmen
authors.initials: MC
authors.lastname: Ortega-Alfaro
authors.forename: César
authors.initials: C
authors.lastname: Sandoval-Chávez
authors.forename: José G
authors.initials: JG
authors.lastname: López-Cortés
mesh_terms: D005296:Ferrous Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D008024:Ligands; D008958:Models, Molecular; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry
chemical_list: C584087:2-ferrocenyl-2-thiazoline; D005296:Ferrous Compounds; D008024:Ligands; D009942:Organometallic Compounds; D010165:Palladium